Cheap flights from Orlando to Chicago

Depart
Return
Any month
Compare vs. momondo |

Easily compare round trip flights from Orlando to Chicago

Below you can see the best fares for your round trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Orlando to Chicago by changing tabs
Quickest
Cheapest
United Airlines
United Airlines
21 Aug
MCO
5:45 am
Orlando airport
2h 54m
7:39 am
ORD
Chicago O'Hare Intl airport
United Airlines
27 Aug
ORD
2:09 pm
Chicago O'Hare Intl airport
2h 46m
5:55 pm
MCO
Orlando airport
127 USD
American Airlines
American Airlines
17 Sep
MCO
3:00 am
Orlando airport
2h 58m
4:58 am
ORD
Chicago O'Hare Intl airport
American Airlines
18 Sep
ORD
4:24 am
Chicago O'Hare Intl airport
2h 44m
8:08 am
MCO
Orlando airport
130 USD
Spirit Airlines
Spirit Airlines
05 Sep
MCO
1:59 pm
Orlando airport
3h 04m
4:03 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
09 Sep
ORD
4:24 am
Chicago O'Hare Intl airport
2h 44m
8:08 am
MCO
Orlando airport
137 USD
United Airlines
United Airlines
03 Jul
MCO
5:55 am
Orlando airport
2h 50m
7:45 am
ORD
Chicago O'Hare Intl airport
United Airlines
16 Jul
ORD
12:20 pm
Chicago O'Hare Intl airport
2h 44m
4:04 pm
MCO
Orlando airport
142 USD
United Airlines
United Airlines
03 Jul
MCO
5:55 am
Orlando airport
2h 50m
7:45 am
ORD
Chicago O'Hare Intl airport
United Airlines
11 Jul
ORD
12:20 pm
Chicago O'Hare Intl airport
2h 44m
4:04 pm
MCO
Orlando airport
144 USD
United Airlines
United Airlines
03 Jul
MCO
5:55 am
Orlando airport
2h 50m
7:45 am
ORD
Chicago O'Hare Intl airport
United Airlines
10 Jul
ORD
4:40 am
Chicago O'Hare Intl airport
2h 48m
8:28 am
MCO
Orlando airport
138 USD

How to get the cheapest flight ticket from Orlando to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
CHEAPEST MONTH TO FLY
February
The cheapest time of year to fly to Chicago from Orlando is February. Most expensive is June
CHEAPEST DAY TO FLY
Thursday
The cheapest day of the week is typically Thursday. The most expensive is typically Sunday
CHEAPEST TIME TO FLY
in the Evening
Orlando to Chicago flights are approximately 32% more expensive in the Morning than in the Evening
CHEAPEST AIRLINE
Frontier
Frontier, Spirit Airlines, and United Airlines are the most popular carriers operating from Orlando to Chicago
CHEAPEST ROUTE
Orlando - Chicago O'Hare Intl
Fly from Orlando to Chicago O'Hare Intl for the best Orlando - Chicago flight prices
CHEAPEST TIME TO BOOK
35 days before
The cheapest time to buy a flight from Orlando to Chicago is approximately 35 days to departure
60
Days before departure
0

Flight information for Orlando to Chicago (ORL - CHI)

Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago
Fastest flight time
2h 36m
The fastest flight from Orlando to Chicago takes 2h 36m.
Direct flights
Every day
Direct flights go from Orlando to Chicago every day.
Airports in Chicago
3 airports
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Alternative routes for Orlando to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times

Flights from Orlando to:

Flights to Chicago from:

  • Orlando
  • Florida
  • United States
  • North America
*Flight prices to Chicago are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.